Hi, I’m Sean Heilweil 👋

I’m a venture builder, operator, and investor focused on scaling enduring companies.

As Co-Founder & CEO of Cache Ventures, a venture equity and advisory firm. I manage a portfolio of businesses that includes Emailable, LeadOwl, myurls, Sur, and a few more secrets. My work centers on software architecture, M&A, and building global teams, with a focus on sustainable growth and real profitability. I’ve taken ideas from 0→1 and 1→N by operating them end-to-end across sales, marketing, product, engineering, operations, and finance.Before Cache, I built and scaled a software consultancy, The Mindriot, partnering with leading creative agencies to develop custom technology solutions for global brands including Ford, FedEx, Samsung, Mattel, X (Twitter), and Zynga.I later transitioned fully into SaaS, founding, scaling, and exiting multiple platforms, including HyperPages, a real-time social media feed built for live events, and Exit Monitor, a lead generation platform powering digital publishers and DTC e-commerce brands.Today, I focus on compounding Cache and partnering with founders to build, operate, and invest in enduring companies.If you’re building something interesting, or want to collaborate, feel free to reach out.You can find me on X, LinkedIn, Facebook, Instagram, and TikTok,

About Sean Heilweil

Early Beginnings: A Computer at Three Years Old

Sean's relationship with technology started remarkably early. He received his first personal computer at just three years old, a machine running MS-DOS and Windows 3.1, and it set the trajectory for everything that followed. While most kids were figuring out how to ride a bike, Sean was figuring out how to navigate a command line.Growing up, Sean was drawn to art and creative expression. For years, he believed he would pursue a career as a traditional artist. But as he got older, he recognized a difficult truth about that path: most artists struggle financially and are rarely recognized during their lifetime. That realization didn't kill the creativity, it redirected it. Sean pivoted toward graphic design, where creative talent had clear, real-world commercial applications.

From Album Art to the Early Web

Sean's earliest professional passion was rooted in the music industry. He was fascinated by album art, cover design, and the visual identity of bands and musicians. But the landscape was shifting. The rise of Napster and the digital music revolution, driven in large part by Sean Parker, upended the traditional music business. Rather than resist the change, Sean moved with it.He transitioned from designing physical album covers to building websites for bands and helping artists establish their digital presence. This pivot from print to web happened organically and marked a defining shift: Sean wasn't just a designer anymore, he was becoming a technologist.

Teaching Himself to Code at Twelve

By the age of twelve, Sean was teaching himself how to code, use Adobe Photoshop, and build websites from scratch. While most of his peers were stocking shelves or flipping burgers at their first part-time jobs, Sean was freelancing. He designed merchandise, built websites, and created digital assets for local bands and youth sports organizations.That freelance work wasn't just a teenage side hustle, it was Sean's first real experience with entrepreneurship. It taught him how to manage clients, scope projects, deliver results, and get paid for creative and technical work. Most importantly, it laid the foundation for a career philosophy that has remained consistent ever since: combine creativity with technology to build things people actually use and pay for.

Accidental Entrepreneurship

Sean's freelance career evolved into something much larger when he founded The Mindriot, a consulting firm that would go on to serve some of the biggest companies in the world. Under Sean's leadership, The Mindriot worked with Fortune 500 clients including Ford, FedEx, Samsung, and Twitter, delivering digital strategy, design, and development at the enterprise level.The Mindriot gave Sean deep exposure to how large organizations think about technology, branding, and digital transformation, experience that would prove invaluable when he eventually transitioned from consulting to company building.

Cache Ventures: Building and Acquiring SaaS Companies

Today, Sean leads Cache Ventures, a venture studio with a distinctive approach to building value in the software industry. Rather than chasing venture capital or building from scratch every time, Cache Ventures takes a more pragmatic path, acquiring existing SaaS businesses with strong fundamentals and scaling them through operational expertise and strategic integration.

A Philosophy of Quiet Operations

Sean describes himself as a "quiet operator", someone who prioritizes substance over visibility, results over recognition, and building over broadcasting. In a business culture often dominated by performative entrepreneurship and influencer-driven advice, Sean takes a contrarian approach. He believes the best entrepreneurs are often the ones you've never heard of, the ones too busy running companies to post about it.This philosophy extends to how he builds and manages companies. Sean is hands-on, technically literate, and deeply involved in the operational details of his portfolio businesses. His background as a developer, designer, and consultant gives him a rare ability to work across disciplines, from product and engineering to marketing and sales, without relying entirely on outside expertise.

25 Years of Entrepreneurship

Sean Heilweil has been building companies since 2001, when he started his career as a freelance web developer. From those earliest days of designing band websites and coding HTML by hand, through founding and running a consulting firm that served global enterprise clients, to acquiring and operating a portfolio of SaaS businesses, Sean's career is a testament to what's possible when technical skill meets entrepreneurial drive.He continues to operate out of New Jersey, just outside New York City, where he leads Cache Ventures, scaling his portfolio companies, advising ambitious founders, and publishing sharp, contrarian insights that challenge conventional business thinking.